Dredgers Key Vacation Home Rentals from CA $144: Search Top Private Vacation Homes for Rent

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Our top choices for Dredgers Key vacation homes

A wooden deck with a large tree, outdoor seating, and a marina in the background.

1. Poolside Cottage #412

Key West

shannon b.

CA $427 total

includes taxes & fees

Nov 29 - Nov 30

A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

2. Poolside Cottage #411

Key West

Jennifer W.

CA $446 total

includes taxes & fees

Dec 1 - Dec 2

A clear swimming pool with lounge chairs and palm trees.

3. Slice of Paradise

Stock Island

Cathy S.

CA $788 total

includes taxes & fees

Nov 10 - Nov 11

A building with a red door, a covered porch, and a bamboo plant in the foreground.

4. Road's End | Prime Old Town Location! Updated Home w/ Pool

Old Town Key West

BARBARA Y.

CA $596 total

includes taxes & fees

Nov 15 - Nov 16

A covered porch with a table and chairs, a view of the street, and a building with a balcony.

5. Casa Havana | Old Town Condo w/ Pool & Balcony

Old Town Key West

Kim T.

CA $1,022 total

includes taxes & fees

Nov 16 - Nov 17

A porch with wooden chairs and a table, a wooden door with green shutters, and a white railing.

6. Shared Pool & Near Duval - Curry House Room 9

Old Town Key West

Deborah L.

CA $443 total

includes taxes & fees

Nov 18 - Nov 19

A patio area with a fountain, seating, and umbrellas.

7. Andros Suite | Perfect Location with Pool!

Old Town Key West

Robert J.

CA $621 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.

8. Sea Esta Suite | Located On Iconic Duval w/ Pool

Old Town Key West

Rick H.

CA $1,025 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

9. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Stock Island

Melanie K.

CA $756 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

10. Waterlane House at Lunara Bay

Raccoon Key

Justin S.

CA $2,359 total

includes taxes & fees

Nov 18 - Nov 19

11. Capmar House at Lunara Bay

Raccoon Key

Wilbert C.

CA $2,008 total

includes taxes & fees

Nov 10 - Nov 11

12. The Seagate Estate at Lunara Bay

Raccoon Key

Jason T.

CA $2,359 total

includes taxes & fees

Nov 16 - Nov 17

A clear swimming pool surrounded by palm trees and lounge chairs, with a building in the background.

13. Spacious 3-bedroom townhome on Stock Island with resort style pool.

Stock Island

Samantha P.

CA $888 total

includes taxes & fees

Dec 9 - Dec 10

A modern kitchen with a large island, wooden cabinetry, a flat-screen TV, and a dining area with a view of the outdoors.

14. The Greenmoor House at Lunara Bay

Raccoon Key

"We flew into Key West only to find our original host had ghosted us. This host responded immediately to our inquiry for a replacement property. We arrived to find a beautiful home, in perfect condition. The hot tub and pool were awesome, the fire pit and grill made for a great evening with friends. We rented bikes and explored local restaurants which were excellent. The local french bakery was visited often. It is near the Marine Air Station, and you will be able to experience the sights...

Jim M.

CA $3,068 total

includes taxes & fees

Nov 19 - Nov 20